Real Estate Investment Properties for Sale in Hilton Head Island, SC

Looking for investment property in Hilton Head Island, SC with high ROI ?

Explore a variety of short-term homes & houses in Hilton Head Island, SC. Invest wisely with VRBO & Hilton Head Island, SC Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Hilton Head Island, SC

Search for Single Family Residential for Sale in Hilton Head Island, South Carolina. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 73 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
18 Sandpiper Street Hilton Head Island, SC Located in North Forest Beach on Hilton Head Island, this 7th-row beach home offers the ra...	3 beds \| 2 baths \| 1,666 sq.ft.	$1,375,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 0.34% Airbnb Rental Income: $2188 Traditional Rental Income: $2146 Airbnb ROI: -0.06% Traditional ROI: 0.34%
2 Cattail Court Hilton Head Island, SC Looking for privacy, luxury finishes, and exceptional outdoor living in one of Hilton Head...	3 beds \| 3 baths \| 2,638 sq.ft.	$1,395,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.64% Airbnb Rental Income: $null Traditional Rental Income: $2644 Airbnb ROI: N/A Traditional ROI: 0.64%
116 Dune Lane Hilton Head Island, SC Beautifully renovated second-row beach home at 116 Dune Lane in North Forest Beach, Hilton...	4 beds \| 3 baths \| 2,564 sq.ft.	$3,250,000	Airbnb cash on cash: -1.1% Traditional cash on cash: -1.02% Airbnb Rental Income: $3569 Traditional Rental Income: $3050 Airbnb ROI: -1.1% Traditional ROI: -1.02%
13 Vine Street Hilton Head Island, SC One Floor Living - No HOA! Discover the best location and affordability at 13 Vine Street....	4 beds \| 2 baths \| 2,305 sq.ft.	$495,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 3.4% Airbnb Rental Income: $2473 Traditional Rental Income: $2393 Airbnb ROI: 2.28% Traditional ROI: 3.4%
6 Greenwood Court Hilton Head Island, SC Private Sea Pines retreat - beautifully designed, meticulously maintained, and located in ...	3 beds \| 4 baths \| 2,800 sq.ft.	$2,350,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 0% Airbnb Rental Income: $1988 Traditional Rental Income: $3166 Airbnb ROI: -0.78% Traditional ROI: 0%
29 Royal Pointe Drive Hilton Head Island, SC If you've been waiting for the perfect one-level Moss Creek home... this beautifully refre...	3 beds \| 2 baths \| 1,448 sq.ft.	$575,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 1.05% Airbnb Rental Income: $1859 Traditional Rental Income: $1949 Airbnb ROI: -0.05% Traditional ROI: 1.05%
3 Stella Del Mare Manor Hilton Head Island, SC Cross your private bridge into one of Hilton Head Island's most discreet and protected oce...	4 beds \| 6 baths \| 5,831 sq.ft.	$7,900,000	Airbnb cash on cash: -1.42% Traditional cash on cash: -0.94% Airbnb Rental Income: $3481 Traditional Rental Income: $6194 Airbnb ROI: -1.42% Traditional ROI: -0.94%
61 Hammock Oaks Circle Hilton Head Island, SC Discover the perfect blend of modern luxury, eco-conscious living, and Lowcountry serenity...	3 beds \| 3 baths \| 2,029 sq.ft.	$725,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 0.95% Airbnb Rental Income: $2068 Traditional Rental Income: $1893 Airbnb ROI: 0.42% Traditional ROI: 0.95%
12 Cassina Lane Hilton Head Island, SC Welcome to coastal luxury at its finest! This inspiring 5bdrm, 5.5 bath oceanfront home fe...	5 beds \| 6 baths \| 3,913 sq.ft.	$5,595,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.87% Airbnb Rental Income: $null Traditional Rental Income: $5615 Airbnb ROI: N/A Traditional ROI: -0.87%
13 Lenora Drive Hilton Head Island, SC Set on a spacious golf view lot, this beautifully renovated home offers the rare combinati...	2 beds \| 2 baths \| 1,777 sq.ft.	$870,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 1.48% Airbnb Rental Income: $598 Traditional Rental Income: $2418 Airbnb ROI: -1.12% Traditional ROI: 1.48%
246 Ceasar Place Hilton Head Island, SC Welcome to 246 Ceasar Place. Inside, you'll find an open and functional floor plan designe...	4 beds \| 3 baths \| 2,090 sq.ft.	$459,000	Airbnb cash on cash: -1.55% Traditional cash on cash: 2.71% Airbnb Rental Income: $719 Traditional Rental Income: $2242 Airbnb ROI: -1.55% Traditional ROI: 2.71%
11 Stable Gate Road Hilton Head Island, SC Located in the prestigious gated community of Moss Creek, this beautifully maintained 3BR/...	3 beds \| 2 baths \| 1,650 sq.ft.	$725,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 1.18% Airbnb Rental Income: $1859 Traditional Rental Income: $2428 Airbnb ROI: -0.4% Traditional ROI: 1.18%
102 Bay Point Road Hilton Head Island, SC Welcome to your Lowcountry retreat in the peaceful community of Lands End. This charming t...	3 beds \| 3 baths \| 1,810 sq.ft.	$759,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.82% Airbnb Rental Income: $null Traditional Rental Income: $2489 Airbnb ROI: N/A Traditional ROI: 1.82%
14 Bayley Point Lane Hilton Head Island, SC Wake up to marsh views, watch dolphins in the distance, and end your day with a Lowcountry...	5 beds \| 5 baths \| 5,511 sq.ft.	$1,853,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.62% Airbnb Rental Income: $null Traditional Rental Income: $4445 Airbnb ROI: N/A Traditional ROI: 0.62%
45 Bay Point Road Hilton Head Island, SC Nestled in a rare coastal setting of Lands End, 45 Bay Pt presents a unique deep water opp...	3 beds \| 4 baths \| 2,074 sq.ft.	$1,150,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.33% Airbnb Rental Income: $null Traditional Rental Income: $3707 Airbnb ROI: N/A Traditional ROI: 2.33%
15 Oyster Bay Place Hilton Head Island, SC Welcome to 15 Oyster Bay Place, a beautifully updated Lowcountry home located in the desir...	4 beds \| 4 baths \| 2,679 sq.ft.	$1,395,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 0.95% Airbnb Rental Income: $719 Traditional Rental Income: $2870 Airbnb ROI: -0.94% Traditional ROI: 0.95%
13 Delta Lane Hilton Head Island, SC Welcome home to the exclusive Long Cove Club in Hilton Head! This stunning 5-bedroom, 6.5-...	5 beds \| 7 baths \| 7,363 sq.ft.	$1,300,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.34% Airbnb Rental Income: $null Traditional Rental Income: $7280 Airbnb ROI: N/A Traditional ROI: 1.34%
15 Vine Street Hilton Head Island, SC One Floor Living - No HOA! Check out this move-in ready 4 bedroom, 2.5 bath home boasting ...	4 beds \| 3 baths \| 2,305 sq.ft.	$499,000	Airbnb cash on cash: 2.74% Traditional cash on cash: 3.86% Airbnb Rental Income: $2473 Traditional Rental Income: $2393 Airbnb ROI: 2.74% Traditional ROI: 3.86%
16 Planters Row Hilton Head Island, SC Experience unparalleled oceanfront luxury in the exclusive, private community of Port Roya...	5 beds \| 6 baths \| 4,622 sq.ft.	$7,200,000	Airbnb cash on cash: -0.86% Traditional cash on cash: -0.29% Airbnb Rental Income: $3746 Traditional Rental Income: $6689 Airbnb ROI: -0.86% Traditional ROI: -0.29%
126 Heartleaf Road Hilton Head Island, SC Gracefully set near the tranquil marshes of Jarvis Creek. Bailey's Cove offers this exquis...	5 beds \| 3 baths \| 2,439 sq.ft.	$699,990	Airbnb cash on cash: 1.35% Traditional cash on cash: 2.48% Airbnb Rental Income: $2294 Traditional Rental Income: $2463 Airbnb ROI: 1.35% Traditional ROI: 2.48%
27 Stable Gate Road Hilton Head Island, SC Sunrise marsh views. Single-level living. Iconic Lowcountry lifestyle. Wake up each mornin...	3 beds \| 2 baths \| 1,674 sq.ft.	$715,000	Airbnb cash on cash: -0.44% Traditional cash on cash: 0.56% Airbnb Rental Income: $1859 Traditional Rental Income: $2028 Airbnb ROI: -0.44% Traditional ROI: 0.56%
138 Heartleaf Road Hilton Head Island, SC Gracefully set near the tranquil marshes of Jarvis Creek. Bailey's Cove offers this exquis...	4 beds \| 3 baths \| 2,439 sq.ft.	$751,961	Airbnb cash on cash: 1.07% Traditional cash on cash: 2.35% Airbnb Rental Income: $2195 Traditional Rental Income: $2535 Airbnb ROI: 1.07% Traditional ROI: 2.35%
134 Heartleaf Road Hilton Head Island, SC Gracefully set near the tranquil marshes of Jarvis Creek. Bailey's Cove offers this exquis...	4 beds \| 4 baths \| 1,999 sq.ft.	$669,990	Airbnb cash on cash: 1.32% Traditional cash on cash: 2.92% Airbnb Rental Income: $2195 Traditional Rental Income: $2641 Airbnb ROI: 1.32% Traditional ROI: 2.92%
117 Heartleaf Road Hilton Head Island, SC Situated on scenic Jarvis Creek, this elegant NEW CONSTRUCTION residence offers three leve...	4 beds \| 4 baths \| 1,999 sq.ft.	$649,990	Airbnb cash on cash: -0.24% Traditional cash on cash: 1.42% Airbnb Rental Income: $2195 Traditional Rental Income: $2647 Airbnb ROI: -0.24% Traditional ROI: 1.42%
17 Bridgeport Lane Hilton Head Island, SC Located in the Bridgeport section of gated Shipyard Plantation, 17 Bridgeport pairs a 2025...	3 beds \| 4 baths \| 2,104 sq.ft.	$1,059,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 0.88% Airbnb Rental Income: $2188 Traditional Rental Income: $2189 Airbnb ROI: 0.32% Traditional ROI: 0.88%

Your search for investment property begins and ends here

Single Family Homes for Sale in Hilton Head Island, SC

18 Sandpiper Street

Hilton Head Island, SC

3 beds | 2 baths | 1,666 sq.ft.

$1,375,000

Airbnb cash on cash: -0.06%

Traditional cash on cash: 0.34%

Airbnb Rental Income: $2188

Traditional Rental Income: $2146

Airbnb ROI: -0.06%

Traditional ROI: 0.34%

2 Cattail Court

Hilton Head Island, SC

3 beds | 3 baths | 2,638 sq.ft.

$1,395,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.64%

Airbnb Rental Income: $null

Traditional Rental Income: $2644

Airbnb ROI: N/A

Traditional ROI: 0.64%

116 Dune Lane

Hilton Head Island, SC

4 beds | 3 baths | 2,564 sq.ft.

$3,250,000

Airbnb cash on cash: -1.1%

Traditional cash on cash: -1.02%

Airbnb Rental Income: $3569

Traditional Rental Income: $3050

Airbnb ROI: -1.1%

Traditional ROI: -1.02%

13 Vine Street

Hilton Head Island, SC

4 beds | 2 baths | 2,305 sq.ft.

$495,000

Airbnb cash on cash: 2.28%

Traditional cash on cash: 3.4%

Airbnb Rental Income: $2473

Traditional Rental Income: $2393

Airbnb ROI: 2.28%

Traditional ROI: 3.4%

6 Greenwood Court

Hilton Head Island, SC

3 beds | 4 baths | 2,800 sq.ft.

$2,350,000

Airbnb cash on cash: -0.78%

Traditional cash on cash: 0%

Airbnb Rental Income: $1988

Traditional Rental Income: $3166

Airbnb ROI: -0.78%

Traditional ROI: 0%

29 Royal Pointe Drive

Hilton Head Island, SC

3 beds | 2 baths | 1,448 sq.ft.

$575,000

Airbnb cash on cash: -0.05%

Traditional cash on cash: 1.05%

Airbnb Rental Income: $1859

Traditional Rental Income: $1949

Airbnb ROI: -0.05%

Traditional ROI: 1.05%

3 Stella Del Mare Manor

Hilton Head Island, SC

4 beds | 6 baths | 5,831 sq.ft.

$7,900,000

Airbnb cash on cash: -1.42%

Traditional cash on cash: -0.94%

Airbnb Rental Income: $3481

Traditional Rental Income: $6194

Airbnb ROI: -1.42%

Traditional ROI: -0.94%

61 Hammock Oaks Circle

Hilton Head Island, SC

3 beds | 3 baths | 2,029 sq.ft.

$725,000

Airbnb cash on cash: 0.42%

Traditional cash on cash: 0.95%

Airbnb Rental Income: $2068

Traditional Rental Income: $1893

Airbnb ROI: 0.42%